Synthesis and Biological Evaluation of 3 (Benzo[d]Thiazol-2-yl)-2-(Substituted Aryl) Thiazolidin-4-one Derivatives

Abstract

A series of ten novel 3-(Benzo[d]thiazol-2-yl)-2-((substituted Aryl) thiazolidin-4-one derivatives (3a-3j) have been synthesized by the reaction of (2E)-1-[5-(2,6-dimethylphenyl)-1H-tetrazol-1-yl]-3-(substituted aryl) prop-2-en-1-one derivatives (2a-2j) with thioglycolic acid. The compounds (2a-2j) were synthesized by the reaction of 2-amino benzothiazole with different heterocyclic aryl aldehydes. The synthesized compounds were characterized by FT-IR,1 H-NMR, and mass spectrometry. The results of spectroscopic characterization are in agreement with synthesized compounds. The synthesized compounds were evaluated for in vitro anti-tubercular activity at a concentration of 0.1 – 100.0 μg/mL by the Microplate Blue Alamar Assay method. Pyrazinamide and streptomycin were used as standard anti-tubercular agents. Two of the compounds (labeled 3c and 3i) showed good anti-tubercular activity when compared with the standards (pyrazinamide and streptomycin), while compounds other compounds (labeled 3a, 3d, 3e, 3h, and 3i) showed comparable activity to pyrazinamide. We reported the successful synthesis of novel benzothiazole clubbed with thiazolidinedione in a single framework, as well as their spectral characterization and in vitro anti-tubercular activity.